March 2008
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Playday Wish List

March 16, 2008

We seem to have a heck of a time planning specific sexual activities or ‘scenes’. We start off with the best of intentions, but once things start to heat up all that planning evaporates and unscripted passion takes over. That’s not necessarily a bad thing. In fact it’s almost always a very enjoyable thing. It’s just that even though what did happen was really great, I still crave the activity we had planned.

Here’s an example: ♀ was going to fuck me with a strap-on after I finished pampering her on Saturday night. I enjoy being penetrated by, well, pretty much anything, but especially by ♀ wearing a strap-on. This is <not one of her favourite activities> however, so it doesn’t happen all that often. I try to be a good sissy. I know my sexual pleasures are subject to her approval and I’m fine with that, but I still have those desires.

The evenings festivities ended not with her cock buried deep inside my ass, but with me straddling her chest; my balls on her breasts, my cock down her throat, with one hand she was playing with her clit and with her other hand she was tugging on the handle of my <NJoy butt plug>. She came like that! She had a huge orgasm while giving me a blow job!!! How fucking cool is that?!  Yeah, I came too and she swallowed it all except for a little that dribbled down her chin and that’s sexy as hell, but holy doodle a woman having an orgasm while giving head isn’t something that’s ever happened to me before.

She asked if I was disappointed about not getting fucked in the bum. Ah, no. I still want her to bend me over, but what did happen will be near the top of the sexual hi-light reel in my head, like forever.

                                                           xoxoxoxo

Easter and springbreak don’t usually coincide so this week will be a little odd. I’ll be super busy at work (I’m already dreaming about hot-cross buns…argh), ♀ will be off school, but will be working extra hours, Mini will be with his mom all week and Junior will be working.

We’ve been planning on having a ‘playday’ for awhile now and it looks like Tuesday or Thursday will be the day. She suggested I give her a list of things I’d like to have happen during the day and she’d ‘take them under advisment’. Neither of us are naive enough to believe the day will unfold like we’d planned, but here are some ideas:

-I’d like to get all tarted up…sexy lingerie, pretty dress, boobs, wig, make-up…

-I don’t think toilet paper should touch her pussy for the whole day, just my tongue.

-She could ‘force’ me to do some chore I don’t usually do; the litter-boxes or bathrooms or steam-clean the downstairs carpets. A real spanking would be in order if I tried to refuse.

-She could pimp out my sissy services to another woman. Invite a friend over and I’d serve tea and give them pedicures, nothing overtly sexual.  Unless…*wink*

-I’d like to see how many orgasms she could have in one day.

-I’d like to lick her juices off of her ‘cock’ after she’s come.

-I’d like her to fuck my ass numerous times over several hours, but deny me any direct genital stimulation. I’m curious to find out if I can orgasm from penetration alone. If I am able to, she should continue with the anal assaults. The thought of being used when I’m no longer excited appeals to me.

Do you have any suggestions for our play-day?

Cheers,

sss

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